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Tag: sissification

  • How Do I Explore My Interest In Being A Sissy?

    How Do I Explore My Interest In Being A Sissy?

    I think that being a sissy is obviously a niche genre that involves many degrees of androgyny and mix bag of sexual orientation which are not mutually exclusive. Being a ‘sissy’ to me is cross-dressing to the fullest potential I’m able to practice and achieve. It is a pseudo-effeminate approach for those who long to feel sexy in countless outfits, shoes and accessories without actually being transgender.

    How My Interest In Being A Sissy Started

    The interest sparked for me in my early teens. I imagine it began the same way it did for many, with a pair of panties. In this case, I actually worked up the nerve to purchase a pair of my own out of curiosity and it was all downhill from there.

    Challenges I Faced Initially

    The shame and guilt early on took a long time to overcome. I spent a small fortune on clothing and would purge the wardrobe on many occasions in a failed attempt to eradicate the urge; need to dress and doll up.

    Eventually, I came to terms with my “affliction” and allowed my collection to flourish over the years. Life is far too short to have to let myself only maintain a secret interest without ever indulging and truly knowing yourself.

    Common Misconceptions About Sissies

    In my opinion, some of the sub-genres of being a sissy involve those who never “graduated” from the panty-boy stage. The many who are too lazy to put in the effort beyond a sexual interest tend to give it worse a reputation than it already has.

    I can’t say we clearly aren’t all confused as to the why or the how the attraction began but we’re all inherently flawed somehow.  So, forget the haters, if anything is worth doing, it’s worth doing right.

    Important Aspects When Learning To Be A Sissy

    I think that whatever your ‘thing’ is, that you should try and grow in that direction within reason of course. The milestones involved are different for everyone I’m sure but the most notably difficult part is makeup which the internet can be a wealth of information when learning how to do the most important step.

    It’s the difference between not being taken seriously as an unshaven man or looking presentable as a woman. I’ve found that how well you’re perceived or accepted is directly relative to your sincerity and efforts.

    Sissy Shawna – I am a submissive pansexual sissy crossdresser who enjoys being humiliated and degraded by Dominant women and will suck a golf ball through a garden hose for Alpha men.

    Follow Sissy Shawna on

    Twitter: @sissyfag1984

    KiK: ShawnaSissy

    Email: Sissy.shawna@yahoo.com

    Images courtesy of Jonalyn

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  • How To Explore & Enjoy Sissification With Mistress Lucy

    How To Explore & Enjoy Sissification With Mistress Lucy

    I’ve always been a kinkster myself. I started exploring my sexuality in my teens and spent a lot of time in kinky and queer spaces including play and sex parties. I believe that the exploration of deviant sexuality offers a huge potential for liberation and growth. Kink can be very powerful – it can allow us to enter a non-judgemental zone full of playfulness, pleasure and pain. It can be very transformative.

    What I Love About Online Domination

    What I like about online domination is that it allows for a bigger audience and the creation of a kinkster community. Especially my live chat room has become a place for my regulars to chat with me and with each other. It also allows for at home play which for many of my clients, feels safer and more accessible than going to a dungeon in a far away city.

    I started from personal experience. I’ve had many submissive dates and partners before. My decision to go pro came from a long held desire to become a full time domme.

    What Is Sissification?

    I love Sissification because I think that there is something so inherently sensual, sexy and sweet in femininity. Our society is so fixated on masculinity that it forgets about the deep power of femininity. Going down the path of Sissification offers a whole range of sensations and experiences that most men (or people raised as men) were never allowed to explore: the softness of freshly shaved legs, the feeling of a thong rubbing between the sissy’s butt cheeks, the joy of a sexy dance. As a Mistress who is in touch with her inner Goddess, my part is to enable and guide this journey with tenderness and encouragement as well as persistence.

    My Sissification training entails dress up, make up and blow job training, education in all things girly (dancing, walking, shopping, sensuality, cleaning, cooking, girly movie nights) and possibly also chastity and/or anal stimulation, depending on the wishes of the sissy that I’m working with. In some cases, I will pimp out the sissy and make her earn cash for me either online or in real life.

    Misconceptions Of Sissification

    Unfortunately, there is quite a lot of misconception in the mainstream about Sissification. Sissies are often belittled and laughed at which comes from a sexist idea that anything feminine is less worthy than masculinity. I often observe a lot of shame in my sissies and my aim is to work towards a shame free expression of their fetish (unless they get off on humiliation).

    What Makes Me An Ideal Domme

    My domme style comes from a space of natural power. I’m in touch with my inner Goddess who is both nurturing and punishing. I dominate on a fluid spectrum reaching from sweet Mommy to devious Sadist. With sissies, I can explore my sweeter and more nurturing side, the Mommy in me. Which of course doesn’t mean that I can’t also be nasty and humiliating at the same time – Mommy is mean sometimes!

    Favorite Sissification Scenarios

    One of my favorite scenarios is being served as the Queen by my sissy servants. I love good servitude and think that sissies can make great maids, assistants and whores whose main purpose is to make my life as pleasurable and easy as possible. In return they get to wear gorgeous slutty outfits and suck my pink blue glittery strap-on.

    Advice For Beginners

    Don’t be afraid of judgement! Sissification is such a fun and sexy fetish and there is absolutely nothing to be ashamed of.

    I am Mistress Lucy Lash – your smart and sensual Mistress from Germany. Let yourself fall into my guiding hands and experience the sweetness of complete surrender. I will make you submit, suffer and squirm in pain and pleasure.

    Follow Mistress Lucy Lash on

    Website: mistresslucylash.com

    Chaturbate: chaturbate.com/lucylash

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    ManyVids: https://www.manyvids.com/Profile/1002107726/Mistress-Lucy-Lash/Store/Videos/

    Twitter: https://twitter.com/MistresLucyLash

    Images courtesy of Mistress Lucy Lash

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  • What To Know About Sissy Training

    What To Know About Sissy Training

    I live my life as a Goddess and embrace the lifestyle of kink/BDSM. I think every person is kinky, this can be bedroom slap and tickle for example, the lighter sides seen on social media, or from some well known online sellers to those who are very heavy into kinky play and visit others to live out those kinks.

    BDSM as a general term, is often used as a gateway into the realm of kink and opens up many doors to play. For myself, I have many kinks which are embraced from pet play, impact play, panty selling and feminization/sissy play, which is what we shall be delving into today.

    I first discovered kink in my sexual awakening and have jumped headlong into it since, it has taken many years of exploring and learning to get to where I am now and happy to call myself a Pro Domme – although I still am always learning more and more.

    I love how kink offers closeness in relationships which I have found others cannot. Kink relationships to me are as close as partners (or more so) due to the deep trust and connections which are made in sessions and of course, with friends you meet in the scene or at events. The highs of a wonderful session are what make myself and many come back for more. It’s not to say I am chasing the high, I love what I do and need it to feel myself.

    What Is Sissy Training?

    Sissy training from my point is a male who wants to be put in situations to be feminine, this can be maid training, sluts, princess to name a few aspects. It often involves chastity or small penis humiliation (not always) as well as dressing up. Most of the dressing up involves panties, I do love it when it’s my pre-worn undies so they smell like a female, also which helps create the scene more. A lot of sissies do enjoy strap-on or cock training which can have links into coerced bi or cuckold, but there are equally the same amount who just enjoying a female using a strap-on on them.

    I love it for many reasons…I love the change (which can be humiliation or embracing the switch) as well as what I can do to help facilitate the kink. If they are a slutty type it can be putting them in crotchless panties, red lipstick and making them enjoy pleasure in many forms (i.e. self and strap-ons).

    I love sissies being treated like a tart, smearing their lipstick with my strap-on (I have a few sizes and shapes) and often ending with some cum eating, which can be their own or anothers if into cuckolding, for example.

    I am equally exploring hypnosis which works well with sissy bimbos such as Barbie style sissies who think nothing but wanting to look pretty. It equally works well with what I enjoy, which is making a toy of my plaything.

    Reasons Subs Love Sissy Training

    Sissy/feminization play came to me as a humiliation at first but I equally learned it’s not always about humiliation for the ones dressing, it’s a way to be girly, feel sexy, be used as escapism and then those who actually wish to be a girl.

    So the men who come to me want to embrace being treated like a maid, a girl or humiliated by their clothes being taken away. Many of the aspects do have a sexual leading them to be such, but not all, I don’t offer all those who come to mine the chance to relief themselves sexually. For example, pleasure whores can be kept in chastity or be made to cum many times in a session and maids are often in chastity.

    Not all sissies are submissive, most I have come across are as that’s who I like to deal with. I have found most like to be restrained and guided in submissive training.

    What A Typical Sissy Training Involves

    One of my favourite scenes is my damsel, it’s a rope scene play which they dress in lovely undies and I tie them up to which they try to escape…if they do they get punished and we try many different ties as well as timed escapes. But equally, I do love a good maid who turns up dressed in a maids uniform and does my cleaning, no questions or other play.

    I have a personal sissy who is a maid, slut, hypnosis plaything and gives pleasure to gentlemen I desire for them to. This sissy also has a sissy tattoo, and can be found on Twitter as @tweenie_weenie for her training. So a sissy can have many lessons and embrace all aspects of being sissy as well as being submissive.

    What To Expect If You’re A First Timer

    Read up on it as it’s so varied, find out what works for you and explore with someone safely. There are many sites out there which can help you learn, but slowly does it.

    The training can take time and it isn’t something that will click over night, keep working at it and learning more as you go!

    Goddess Kikka Jennie – Ellie may have been a late bloomer sexually, but she fully enjoys adventures with friends now, in and out of the bedroom. She enjoys traveling to explore new places and cuddling up for a good movie. She sells used panties and other items online along with pictures and videos.

    Follow Goddess Kikka on

    Website: www.kikkaj.com

    Twitter: www.twitter.com/kikkaj

    Other Sites:

    www.onlyfans.com/kikkaj

    https://iwantclips.com/store/3778/Kikkaj

    https://www.manyvids.com/Profile/204860/kikkaj/Store/Videos/

    https://www.kinkbomb.com/studio/kikkaj

    Follow my duo tours on Twitter which will be released monthly!

    Images from Goddess Kikka

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  • Crossdressing, Sissification, and Genderf*cking

    Crossdressing, Sissification, and Genderf*cking

    Cross dressing is not in itself an act of submission. It has different meanings for everyone who puts on (or gets put in) typically feminine clothing. It is a mask for some and a reveal for others. The particular way I enjoy playing with it is through the lens of dominance and submission. I would like to share what I do and what I get out of it, and what I imagine my partners get out of it.

    I like to make male identified people (referred to as men from here on) wear girls’ panties. A man with no clothes on is still a man, but when I begin to dress him, his masculine identity melts away. Of course the newly minted she has no experience being a girl, so it is up to me to train her, give her tips and tricks on being girlish. In this play I use the word ‘girl’ to mean someone inexperienced, naive, and fairly dumb. She has no power, she is a flimsy stereotype, and she is very slutty.

    Lace garters and dainty stockings frame and perk up her bum so sweetly. A corset defines her waist, perhaps shoes are slipped on to lengthen and slim the legs. These clothes are confining; they restrict and streamline movement to force her body into a more female pose. Sometimes make up is necessary and depending on the mood of the scene, I will paint her face carefully (the elegant missy) or crudely (the sloppy tart). Wigs have an incredible effect on framing and softening an angular face. What used to be considered male genitalia, I know refer to as a deformed or engorged clitoris. There are a rare, dedicated few who will take the extra step to receive a temporary—and very safe—breast augmentation with a saline infusion.

    The man has disappeared completely. He is locked behind the identity I have forced or coerced him into. She is my sissy.

    As I dress and powder the girl, I talk her into a state where she understands what her duties are: to be demure and polite, to obey whatever demand is made of her, and know that she deserves whatever she gets. She is “asking for it” by looking the way she does. It can feel very humiliating.

    Anything can happen from here, from runway coaching to gestures, seduction techniques to slut training. We may simply sit in the parlour and have tea. I may want to see them spread themselves out before me. Wherever the scene goes, the underlying idea is that I have transformed a man into something I find pleasing and quite amusing, and I am using her as my plaything.

    If this is something you’d like to explore for the first time, I recommend starting with underwear. It’s easy to find and quick to take off if it gets uncomfortable. If the notion of getting a hold of feminine underpants is not where you or your partner are at, start by playing with language. Wiggle those hips and play on.

    Mistress Isobel is a lifestyle and professional Dominatrix from England. She is living in Toronto, a gloriously kinky town. She has been exploring BDSM for 6 years and is always learning new ways to get into people’s heads via their body. With a respect for strict traditions and a spirit of cheeky fun, she whispers to the secret part of you that wants to stretch out and play.

    Visit www.IsobelHerself.com for more writings and information on live sessions. Mention this article and get a complete cross dressing session at a loyalty rate.

    Follow Mistress Isobel on Twitter @IsobelHerself

    Feature image courtesy of Mistress Isobel
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